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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:52:21 UTC

Update Date

2022-03-07 02:54:39 UTC

HMDB ID

HMDB0035849

Secondary Accession Numbers

HMDB35849

Metabolite Identification

Common Name

Armillyl everninate

Description

Armillyl everninate belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. Based on a literature review a small amount of articles have been published on Armillyl everninate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061308452D          

 30 33  0  0  0  0            999 V2000
   -0.2606   -2.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336    1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532    1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2347   -2.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6261   -1.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8090    1.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182   -1.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8218   -1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346    0.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401   -0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815   -0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -2.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -1.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917   -1.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 15  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24  4  1  0  0  0  0
 24 10  1  0  0  0  0
 24 16  1  0  0  0  0
 24 20  1  0  0  0  0
 25 11  1  0  0  0  0
 26 17  1  0  0  0  0
 27 21  1  0  0  0  0
 28 22  2  0  0  0  0
 29  5  1  0  0  0  0
 29 13  1  0  0  0  0
 30 18  1  0  0  0  0
 30 22  1  0  0  0  0
M  END

HMDB0035849
     RDKit          3D
Armillyl everninate
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.0081   -1.0384   -1.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7339   -0.7970   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4268   -0.5096    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4166   -0.4643   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -0.1809   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915   -0.1426   -1.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8191    0.0627    1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422    0.3582    1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751    0.5896    2.7733 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889    0.4123    0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    0.6985    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792    1.8399    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924    0.8077   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    0.4484   -1.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766   -0.1761    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -1.2585    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6117   -2.2279    1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636   -1.8373    2.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055   -1.5270   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1613   -2.5608   -1.3939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043   -0.3601   -1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6037   -0.1159   -1.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7958    0.9805   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7232    0.4933    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2840    2.2616   -0.9520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3941    1.2697    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    0.9656   -0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8416    0.0154    2.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6733    0.2343    3.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1564   -0.2764    1.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3202   -1.8332   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0381   -1.4726   -1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9371   -0.1046   -1.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -0.6515   -1.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3262   -0.9081   -0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5234   -0.4201   -2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986    0.8374   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0786    0.8779    2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    2.4700   -0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145    2.4890    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    0.3980   -2.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312   -0.5640   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    1.2337   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -3.2302    1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5871   -2.3934    2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220   -1.6237    3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6324   -1.9894   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1083   -3.3608   -0.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7901   -0.4796   -2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969    0.1620   -2.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0758   -1.0764   -0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6619   -0.6099    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7786    0.7434    0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4158    0.9944    1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6598    2.9283   -0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0522    2.0758   -1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491    2.7840   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2982    2.3083    0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2325    0.6049    1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7367    1.7147   -1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437    0.4438    3.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9585   -0.3127    2.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
  7 28  1  0
 28 29  1  0
 28 30  2  0
 30  3  1  0
 15 11  1  0
 27 21  1  0
 27 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 30 62  1  0
M  END


  Mrv0541 05061308452D          

 30 33  0  0  0  0            999 V2000
   -0.2606   -2.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497    0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336    1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532    1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2347   -2.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6261   -1.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330   -0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8090    1.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7115    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9182   -1.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8218   -1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1874   -1.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346    0.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401   -0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815   -0.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254   -0.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102    0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -2.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -1.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9917   -1.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 15  2  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  1  0  0  0  0
 23  2  1  0  0  0  0
 23  3  1  0  0  0  0
 23  8  1  0  0  0  0
 23  9  1  0  0  0  0
 24  4  1  0  0  0  0
 24 10  1  0  0  0  0
 24 16  1  0  0  0  0
 24 20  1  0  0  0  0
 25 11  1  0  0  0  0
 26 17  1  0  0  0  0
 27 21  1  0  0  0  0
 28 22  2  0  0  0  0
 29  5  1  0  0  0  0
 29 13  1  0  0  0  0
 30 18  1  0  0  0  0
 30 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035849

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C(O)C(CO)=C23)C(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O6/c1-12-6-13(29-5)7-17(26)19(12)22(28)30-18-10-24(4)16-9-23(2,3)8-14(16)21(27)15(11-25)20(18)24/h6-7,14,16,18,21,25-27H,8-11H2,1-5H3

> <INCHI_KEY>
KIBURFBDQVFUHO-UHFFFAOYSA-N

> <FORMULA>
C24H32O6

> <MOLECULAR_WEIGHT>
416.5073

> <EXACT_MASS>
416.219888756

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
46.54129967566317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
3.5905454516666664

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.192238642623007

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.761757338749096

> <JCHEM_PKA_STRONGEST_BASIC>
-2.773070752643447

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
113.46379999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035849
     RDKit          3D
Armillyl everninate
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.0081   -1.0384   -1.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7339   -0.7970   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4268   -0.5096    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4166   -0.4643   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -0.1809   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915   -0.1426   -1.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8191    0.0627    1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422    0.3582    1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751    0.5896    2.7733 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889    0.4123    0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    0.6985    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792    1.8399    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924    0.8077   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    0.4484   -1.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766   -0.1761    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -1.2585    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6117   -2.2279    1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636   -1.8373    2.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055   -1.5270   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1613   -2.5608   -1.3939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043   -0.3601   -1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6037   -0.1159   -1.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7958    0.9805   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7232    0.4933    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2840    2.2616   -0.9520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3941    1.2697    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    0.9656   -0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8416    0.0154    2.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6733    0.2343    3.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1564   -0.2764    1.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3202   -1.8332   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0381   -1.4726   -1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9371   -0.1046   -1.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -0.6515   -1.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3262   -0.9081   -0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5234   -0.4201   -2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986    0.8374   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0786    0.8779    2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    2.4700   -0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145    2.4890    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    0.3980   -2.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312   -0.5640   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    1.2337   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -3.2302    1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5871   -2.3934    2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220   -1.6237    3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6324   -1.9894   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1083   -3.3608   -0.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7901   -0.4796   -2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969    0.1620   -2.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0758   -1.0764   -0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6619   -0.6099    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7786    0.7434    0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4158    0.9944    1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6598    2.9283   -0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0522    2.0758   -1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491    2.7840   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2982    2.3083    0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2325    0.6049    1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7367    1.7147   -1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437    0.4438    3.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9585   -0.3127    2.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
  7 28  1  0
 28 29  1  0
 28 30  2  0
 30  3  1  0
 15 11  1  0
 27 21  1  0
 27 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 30 62  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.486  -4.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.986   1.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.023   2.828   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.953   2.484   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.038  -4.131   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.035  -3.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.630  -0.844   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.275  -0.142   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.110   2.061   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.195   1.832   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.581  -2.957   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.534  -3.102   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.083  -2.316   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.758  -0.406   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.400  -1.653   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.038   0.955   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.128  -0.502   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.376   0.528   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.080  -1.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.680  -0.292   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.939  -1.710   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.421  -1.287   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.493   1.382   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.499   1.012   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.301  -4.319   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.675   0.970   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.659  -3.072   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.469  -2.416   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.585  -2.659   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.875   0.184   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   23                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   29                                                            
CONECT    6   12   13                                                       
CONECT    7   13   17                                                       
CONECT    8   14   23                                                       
CONECT    9   16   23                                                       
CONECT   10   18   24                                                       
CONECT   11   15   25                                                       
CONECT   12    1    6   19                                                  
CONECT   13    6    7   29                                                  
CONECT   14    8   16   21                                                  
CONECT   15   11   20   21                                                  
CONECT   16    9   14   24                                                  
CONECT   17    7   19   26                                                  
CONECT   18   10   20   30                                                  
CONECT   19   12   17   22                                                  
CONECT   20   15   18   24                                                  
CONECT   21   14   15   27                                                  
CONECT   22   19   28   30                                                  
CONECT   23    2    3    8    9                                             
CONECT   24    4   10   16   20                                             
CONECT   25   11                                                            
CONECT   26   17                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29    5   13                                                       
CONECT   30   18   22                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0035849
HETATM    1  C1  UNL     1       8.008  -1.038  -1.379  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.734  -0.797  -0.015  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.427  -0.510   0.398  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.417  -0.464  -0.532  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.143  -0.181  -0.107  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.091  -0.143  -1.135  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.819   0.063   1.212  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.442   0.358   1.594  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.075   0.590   2.773  1.00  0.00           O  
HETATM   10  O3  UNL     1       1.389   0.412   0.673  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.065   0.699   1.056  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.479   1.840   0.228  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.092   0.808  -0.653  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.308   0.448  -1.887  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.977  -0.176   0.469  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.739  -1.258   0.473  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.612  -2.228   1.597  1.00  0.00           C  
HETATM   18  O4  UNL     1      -0.664  -1.837   2.528  1.00  0.00           O  
HETATM   19  C15 UNL     1      -2.706  -1.527  -0.598  1.00  0.00           C  
HETATM   20  O5  UNL     1      -2.161  -2.561  -1.394  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.104  -0.360  -1.430  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.604  -0.116  -1.334  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.796   0.981  -0.307  1.00  0.00           C  
HETATM   24  C19 UNL     1      -5.723   0.493   0.760  1.00  0.00           C  
HETATM   25  C20 UNL     1      -5.284   2.262  -0.952  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.394   1.270   0.233  1.00  0.00           C  
HETATM   27  C22 UNL     1      -2.554   0.966  -0.979  1.00  0.00           C  
HETATM   28  C23 UNL     1       4.842   0.015   2.143  1.00  0.00           C  
HETATM   29  O6  UNL     1       4.673   0.234   3.480  1.00  0.00           O  
HETATM   30  C24 UNL     1       6.156  -0.276   1.709  1.00  0.00           C  
HETATM   31  H1  UNL     1       7.320  -1.833  -1.768  1.00  0.00           H  
HETATM   32  H2  UNL     1       9.038  -1.473  -1.461  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.937  -0.105  -1.990  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.626  -0.651  -1.594  1.00  0.00           H  
HETATM   35  H5  UNL     1       2.326  -0.908  -0.901  1.00  0.00           H  
HETATM   36  H6  UNL     1       3.523  -0.420  -2.147  1.00  0.00           H  
HETATM   37  H7  UNL     1       2.599   0.837  -1.185  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.079   0.878   2.144  1.00  0.00           H  
HETATM   39  H9  UNL     1       0.317   2.470  -0.242  1.00  0.00           H  
HETATM   40  H10 UNL     1      -1.214   2.489   0.745  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.973   0.398  -2.777  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.131  -0.564  -1.792  1.00  0.00           H  
HETATM   43  H13 UNL     1       0.439   1.234  -2.136  1.00  0.00           H  
HETATM   44  H14 UNL     1      -1.280  -3.230   1.208  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.587  -2.393   2.100  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.122  -1.624   3.389  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.632  -1.989  -0.147  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.108  -3.361  -0.807  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.790  -0.480  -2.496  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.997   0.162  -2.333  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.076  -1.076  -0.989  1.00  0.00           H  
HETATM   52  H22 UNL     1      -5.662  -0.610   0.897  1.00  0.00           H  
HETATM   53  H23 UNL     1      -6.779   0.743   0.510  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.416   0.994   1.721  1.00  0.00           H  
HETATM   55  H25 UNL     1      -5.660   2.928  -0.151  1.00  0.00           H  
HETATM   56  H26 UNL     1      -6.052   2.076  -1.723  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.449   2.784  -1.454  1.00  0.00           H  
HETATM   58  H28 UNL     1      -3.298   2.308   0.575  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.232   0.605   1.078  1.00  0.00           H  
HETATM   60  H30 UNL     1      -2.737   1.715  -1.747  1.00  0.00           H  
HETATM   61  H31 UNL     1       3.844   0.444   3.933  1.00  0.00           H  
HETATM   62  H32 UNL     1       6.958  -0.313   2.445  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   30
CONECT    4    5   34
CONECT    5    6    7    7
CONECT    6   35   36   37
CONECT    7    8   28
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   15   38
CONECT   12   13   39   40
CONECT   13   14   15   27
CONECT   14   41   42   43
CONECT   15   16   16
CONECT   16   17   19
CONECT   17   18   44   45
CONECT   18   46
CONECT   19   20   21   47
CONECT   20   48
CONECT   21   22   27   49
CONECT   22   23   50   51
CONECT   23   24   25   26
CONECT   24   52   53   54
CONECT   25   55   56   57
CONECT   26   27   58   59
CONECT   27   60
CONECT   28   29   30   30
CONECT   29   61
CONECT   30   62
END

HMDB0035849
     RDKit          3D
Armillyl everninate
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.0081   -1.0384   -1.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7339   -0.7970   -0.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4268   -0.5096    0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4166   -0.4643   -0.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1426   -0.1809   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0915   -0.1426   -1.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8191    0.0627    1.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422    0.3582    1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0751    0.5896    2.7733 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889    0.4123    0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    0.6985    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792    1.8399    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924    0.8077   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    0.4484   -1.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766   -0.1761    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7386   -1.2585    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6117   -2.2279    1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636   -1.8373    2.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055   -1.5270   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1613   -2.5608   -1.3939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043   -0.3601   -1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6037   -0.1159   -1.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7958    0.9805   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7232    0.4933    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2840    2.2616   -0.9520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3941    1.2697    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5538    0.9656   -0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8416    0.0154    2.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6733    0.2343    3.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1564   -0.2764    1.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3202   -1.8332   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0381   -1.4726   -1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9371   -0.1046   -1.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -0.6515   -1.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3262   -0.9081   -0.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5234   -0.4201   -2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986    0.8374   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0786    0.8779    2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3166    2.4700   -0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145    2.4890    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    0.3980   -2.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312   -0.5640   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    1.2337   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -3.2302    1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5871   -2.3934    2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1220   -1.6237    3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6324   -1.9894   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1083   -3.3608   -0.8073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7901   -0.4796   -2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969    0.1620   -2.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0758   -1.0764   -0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6619   -0.6099    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7786    0.7434    0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4158    0.9944    1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6598    2.9283   -0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0522    2.0758   -1.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491    2.7840   -1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2982    2.3083    0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2325    0.6049    1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7367    1.7147   -1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437    0.4438    3.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9585   -0.3127    2.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
  7 28  1  0
 28 29  1  0
 28 30  2  0
 30  3  1  0
 15 11  1  0
 27 21  1  0
 27 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 29 61  1  0
 30 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Armillyl everninic acid	Generator
4-Hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoic acid	HMDB

Chemical Formula

C₂₄H₃₂O₆

Average Molecular Weight

416.5073

Monoisotopic Molecular Weight

416.219888756

IUPAC Name

4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

Traditional Name

4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,4H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

CAS Registry Number

102092-44-4

SMILES

COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C(O)C(CO)=C23)C(C)=C1

InChI Identifier

InChI=1S/C24H32O6/c1-12-6-13(29-5)7-17(26)19(12)22(28)30-18-10-24(4)16-9-23(2,3)8-14(16)21(27)15(11-25)20(18)24/h6-7,14,16,18,21,25-27H,8-11H2,1-5H3

InChI Key

KIBURFBDQVFUHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Melleolides and analogues

Alternative Parents

Substituents

Melleolide-skeleton
O-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Salicylic acid or derivatives
Benzoic acid or derivatives
Phenoxy compound
M-cresol
Anisole
Methoxybenzene
Phenol ether
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Carboxylic acid ester
Secondary alcohol
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035849)
Cell membrane (HMDB: HMDB0035849)

Cellular substructure

Extracellular (HMDB: HMDB0035849)
Membrane (HMDB: HMDB0035849)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035849)

Source

Endogenous

Endogenous (HMDB: HMDB0035849)

Plant

Plant (HMDB: HMDB0035849)

Animal

Animal (HMDB: HMDB0035849)

Exogenous

Food

Food (HMDB: HMDB0035849)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035849)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035849)

Cellular process

Cell signaling (HMDB: HMDB0035849)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035849)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035849)

Nutrient

Nutrient (HMDB: HMDB0035849)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035849)

Emulsifier (HMDB: HMDB0035849)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	86 - 87 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	2.77	ALOGPS
logP	3.59	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	113.46 m³·mol⁻¹	ChemAxon
Polarizability	46.54 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.92	31661259
DarkChem	[M-H]-	197.42	31661259
DeepCCS	[M-2H]-	239.134	30932474
DeepCCS	[M+Na]+	214.7	30932474
AllCCS	[M+H]+	201.4	32859911
AllCCS	[M+H-H2O]+	199.2	32859911
AllCCS	[M+NH4]+	203.3	32859911
AllCCS	[M+Na]+	203.9	32859911
AllCCS	[M-H]-	202.0	32859911
AllCCS	[M+Na-2H]-	202.7	32859911
AllCCS	[M+HCOO]-	203.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Armillyl everninate	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C(O)C(CO)=C23)C(C)=C1	3454.2	Standard polar	33892256
Armillyl everninate	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C(O)C(CO)=C23)C(C)=C1	2983.7	Standard non polar	33892256
Armillyl everninate	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C(O)C(CO)=C23)C(C)=C1	3244.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Armillyl everninate,1TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO)C(O)C2CC(C)(C)CC23)C(O[Si](C)(C)C)=C1	3275.5	Semi standard non polar	33892256
Armillyl everninate,1TMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO)C(O[Si](C)(C)C)C2CC(C)(C)CC23)C(O)=C1	3170.2	Semi standard non polar	33892256
Armillyl everninate,1TMS,isomer #3	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO[Si](C)(C)C)C(O)C2CC(C)(C)CC23)C(O)=C1	3191.4	Semi standard non polar	33892256
Armillyl everninate,2TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO[Si](C)(C)C)C(O)C2CC(C)(C)CC23)C(O[Si](C)(C)C)=C1	3188.2	Semi standard non polar	33892256
Armillyl everninate,2TMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO)C(O[Si](C)(C)C)C2CC(C)(C)CC23)C(O[Si](C)(C)C)=C1	3165.1	Semi standard non polar	33892256
Armillyl everninate,2TMS,isomer #3	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2CC(C)(C)CC23)C(O)=C1	3138.3	Semi standard non polar	33892256
Armillyl everninate,3TMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2CC(C)(C)CC23)C(O[Si](C)(C)C)=C1	3155.8	Semi standard non polar	33892256
Armillyl everninate,1TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO)C(O)C2CC(C)(C)CC23)C(O[Si](C)(C)C(C)(C)C)=C1	3514.8	Semi standard non polar	33892256
Armillyl everninate,1TBDMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO)C(O[Si](C)(C)C(C)(C)C)C2CC(C)(C)CC23)C(O)=C1	3400.9	Semi standard non polar	33892256
Armillyl everninate,1TBDMS,isomer #3	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO[Si](C)(C)C(C)(C)C)C(O)C2CC(C)(C)CC23)C(O)=C1	3436.9	Semi standard non polar	33892256
Armillyl everninate,2TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO[Si](C)(C)C(C)(C)C)C(O)C2CC(C)(C)CC23)C(O[Si](C)(C)C(C)(C)C)=C1	3629.3	Semi standard non polar	33892256
Armillyl everninate,2TBDMS,isomer #2	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO)C(O[Si](C)(C)C(C)(C)C)C2CC(C)(C)CC23)C(O[Si](C)(C)C(C)(C)C)=C1	3595.6	Semi standard non polar	33892256
Armillyl everninate,2TBDMS,isomer #3	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2CC(C)(C)CC23)C(O)=C1	3583.8	Semi standard non polar	33892256
Armillyl everninate,3TBDMS,isomer #1	COC1=CC(C)=C(C(=O)OC2CC3(C)C2=C(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2CC(C)(C)CC23)C(O[Si](C)(C)C(C)(C)C)=C1	3769.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Armillyl everninate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-4797200000-055e02d5f05d845ebd87	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillyl everninate GC-MS (3 TMS) - 70eV, Positive	splash10-014r-8127039000-27732e3a3fb1c63ca89d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Armillyl everninate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 10V, Positive-QTOF	splash10-014j-0239300000-75190b17f80204990c9c	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 20V, Positive-QTOF	splash10-014i-0669000000-a4a44a87b44743635ccb	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 40V, Positive-QTOF	splash10-014r-2940000000-df6a84308ca3008af490	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 10V, Negative-QTOF	splash10-014i-0325900000-d2b47d9627f1522fc6fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 20V, Negative-QTOF	splash10-00kr-0629200000-f6de580898c9fa57c7a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 40V, Negative-QTOF	splash10-059i-2941000000-844a439c5d1e0b23a7cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 10V, Negative-QTOF	splash10-014i-0300900000-89b68a3d020bcc91c241	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 20V, Negative-QTOF	splash10-00m0-0954300000-4f0cf6669d9f2220e6fa	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 40V, Negative-QTOF	splash10-114m-8779300000-19868996b1a24a02d586	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 10V, Positive-QTOF	splash10-014i-0142900000-e7a3be5db7abbe9553ad	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 20V, Positive-QTOF	splash10-01bj-4459400000-1692198f9daf918a60bc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Armillyl everninate 40V, Positive-QTOF	splash10-015i-2901000000-b00e79749aa03bd251fb	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014628

KNApSAcK ID

C00021471

Chemspider ID

28554487

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78173439

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1852071

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Armillyl everninate (HMDB0035849)

MOL for HMDB0035849 (Armillyl everninate)

3D MOL for HMDB0035849 (Armillyl everninate)

3D SDF for HMDB0035849 (Armillyl everninate)

3D-SDF for HMDB0035849 (Armillyl everninate)

PDB for HMDB0035849 (Armillyl everninate)

3D PDB for HMDB0035849 (Armillyl everninate)

SMILES for HMDB0035849 (Armillyl everninate)

INCHI for HMDB0035849 (Armillyl everninate)

Structure for HMDB0035849 (Armillyl everninate)

3D Structure for HMDB0035849 (Armillyl everninate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra